221874-51-7

Basic information

• Product Name: Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: (R)-3-(Boc-aMino)-2-oxopiperidine;(R)-3-(Boc-aMino)-2-piperidone;CarbaMic acid,N-[(3R)-2-oxo-3-piperidinyl]-, 1,1-diMethylethyl ester;Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester;N-[(3R)-2-Oxo-3-piperidinyl]carbamic acid 1,1-dimethylethyl ester;-tert-Butyl (2-oxopiperidin-3-yl);Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI);tert-Butyl (R)-2-oxopiperidin-3-ylcarbamate
• CAS NO: 221874-51-7
• Molecular Formula: C₁₀H₁₈N₂O₃
• Molecular Weight: 214.26152
• Product Categories: N-BOC
• Mol File: 221874-51-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 405.6°C at 760 mmHg
• Flash Point: 199.1°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 8.68E-07mmHg at 25°C
• Refractive Index: 1.489
• Storage Temp.: 2-8°C
• PKA: 11.05±0.20(Predicted)
• CAS DataBase Reference: Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)(221874-51-7)
• EPA Substance Registry System: Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)(221874-51-7)

Safety Data

• Hazardous Substances Data: 221874-51-7(Hazardous Substances Data)

Usage

General Description

Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI) is a chemical compound, commonly known as tert-Butyl carbamate, with the molecular formula C8H15NO3. It is a ester of carbamic acid and is derived from the natural source piperidine. It is a colorless liquid and is used in the production of pharmaceuticals and pesticides. It is also used as a reagent in organic synthesis and as a solvent in various chemical processes. Tert-butyl carbamate has potential toxic and irritant properties and should be handled with care.

InChI:InChI=1/C10H18N2O3/c1-10(2,3)15-9(14)12-7-5-4-6-11-8(7)13/h7H,4-6H2,1-3H3,(H,11,13)(H,12,14)/t7-/m1/s1

Upstream product

• 159877-12-0 (R)-5-amino-2-((tert-butoxycarbonyl)amino)pentanoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 88763-76-2 (R)-(+)-3-Amino-2-piperidinon 
• 16682-12-5 D-ornithine hydrochloride 
• 2480-93-5 (R)-Nδ-benzyloxycarbonyl-Nα-(tert-butoxycarbonyl)-ornithine 

Downstream Products

• 1256385-95-1 ((R)-3-tert-Butoxycarbonylamino-2-oxo-piperidin-1-yl)-acetic acid benzyl ester 
• 82611-51-6 3(R)--2-oxo-1-piperidineacetic acid 
• 309956-78-3 (R)-piperidin-3-ylcarbamic acid tert-butyl ester 

Relevant articles and documents

Convenient synthesis of (R)-3-[(tert -Butoxycarbonyl)amino]piperidine and (R)-3-[(tert -Butoxycarbonyl)amino]azepane

(R)-3-[(tert -Butoxycarbonyl)amino]piperidine and (R)-3-[(tert -butoxycarbonyl)amino]azepane were prepared in two steps starting from d -ornithine and d -lysine, respectively. In the key step, N -Boc-protected 3-aminolactams were converted into imido esters by O-alkylation and then hydrogenated to amines, under mild conditions (5 bar H 2, room temperature) and without isolation, over a standard hydrogenation catalyst (5% Pt/C).

Heterocyclic substituted aminoazacycles useful as central nervous system agents

Heterocyclic substituted aminoazacyclic compounds of the formula (I):Z-R3, wherein Z is a defined aminoazacycle and R3 is a defined heterocycle moiety, pharmaceutical compositions of these compounds, and use of said compositions to control synaptic transmission in mammals.

Total syntheses of cepaciamides A and B, novel fungitoxic 3-amino-2- piperidinone-containing lipids produced by Pseudomonas cepacia D-202

Total syntheses of cepaciamides A and B were accomplished. (R)-3-Amino- 2-piperidinone was obtained via cyclization of (R)-ornithine. The common amide-linked fatty acid was synthesized via Sharpless AD as the key step. Amide-formation was achieved with DEPC. In the preparation of two fatty acid segments, (S)-malic acid was used as the chiral source to introduce (2S)- configuration. A known chiral cyclopropane derivative was introduced in the segment of cepaciamide A. The formation of (Z)-olefin in the segment of cepaciamide B was achieved by means of partial reduction of the acetylenic bond. Esterification between the fatty acid-segments and the amide-segment with DCC/DMAP and subsequent oxidative deprotection of the MPM group with CAN gave cepaciamides.